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(±)7-epi Jasmonic Acid (Synonyms: 2iso Jasmonic Acid, 7iso Jasmonic Acid)

Catalog No.GC41664

(±)-7-epi Jasmonic acid is the major metabolite of the 12-oxo phytodienoic acid pathway of the metabolism of 13(S)-hydroperoxy linolenic acid in plants.

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(±)7-epi Jasmonic Acid Chemical Structure

Cas No.: 62653-85-4

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500μg
$161.00
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1mg
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5mg
$1,289.00
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10mg
$2,255.00
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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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Background

(±)-7-epi Jasmonic acid is the major metabolite of the 12-oxo phytodienoic acid pathway of the metabolism of 13(S)-hydroperoxy linolenic acid in plants. Initially synthesized as (+)-7-epi jasmonic acid, this more active and biologically relevant form of the hormone quickly epimerizes to the more stable isomer (−)-7-jasmonic acid.[1],[2] (±)-7-epi Jasmonic acid is a plant growth regulator that activates various signal transduction pathways with both growth promoting and inhibitory functions, perhaps in response to stress.[3],[4]

Reference:
[1]. Holbrook, L., Tung, P., Ward, K., et al. Importance of the chiral centers of jasmonic acid in the responses of plants. Activities and antagonism between natural and synthetic analogs. Plant Physiology 114, 419-428 (1997).
[2]. Browse, J., and Howe, G.A. New weapons and a rapid response against insect attack. Plant Physiology 146, 832-838 (2008).
[3]. Wasternack, C., and Parthier, B. Jasmonate-signalled plant gene expression. Trends in Plant Science 2, 302-307 (1997).
[4]. Hamberg, M., and Gardner, H.W. Oxylipin pathway to jasmonates: Biochemistry and biological significance. Biochim. Biophys. Acta 1165(1), 1-18 (1992).

Chemical Properties

Cas No. 62653-85-4 SDF
Synonyms 2iso Jasmonic Acid, 7iso Jasmonic Acid
Chemical Name (1R)-3-oxo-2S-(2Z)-2-pentenyl-cyclopentaneacetic acid
Canonical SMILES O=C1[C@@H](C/C=C\CC)[C@@H](CC(O)=O)CC1
Formula C12H18O3 M.Wt 210.3
Solubility 20mg/mL in ethanol, 15mg/mL in DMSO, 30mg/mL in DMF Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.7551 mL 23.7756 mL 47.5511 mL
5 mM 0.951 mL 4.7551 mL 9.5102 mL
10 mM 0.4755 mL 2.3776 mL 4.7551 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 11 reference(s) in Google Scholar.)

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